Cupertino vacation rentals

We found 1,247 vacation rentals — enter your dates for availability

Discover a selection of 12 homes and other vacation rentals in Cupertino that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include WiFi and a fireplace. Whatever you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Cupertino

Showing deals for:Jul 31 - Aug 7

Image gallery for 3M's Luxury Home with fast wifi and private garden near Santana Row

Terrace/patio
10 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)

3M's Luxury Home with fast wifi and private garden near Santana Row

Santa Clara

9% off
Price is $551
$3,860 for 7 nights
All fees included
3M's Luxury Home with fast wifi and private garden near Santana Row

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Find out more about Cupertino

Why visit Cupertino

  • Family-friendly activities: Enjoy a variety of attractions suitable for all ages, making it perfect for family outings.
  • Outdoor adventures: Explore urban parks and nearby nature spots for hiking and recreational activities.
  • Cultural experiences: Discover the vibrant neighborhoods like Crescent Village Circle, showcasing the local charm.
  • Business-themed attractions: Visit major tech company headquarters for a unique glimpse into Silicon Valley.
  • Diverse accommodations: Choose from vacation homes, cozy cottages, or modern apartments for a comfortable stay.

Popular types of accommodation in Cupertino

If you're looking for the perfect getaway in Cupertino, you'll find a variety of popular vacation rental options to suit your needs. Choose from houses, cozy cottages, or modern apartments featuring essential amenities like air conditioning. Whether you're seeking a spacious bedroom apartment or a charming cottage, Cupertino has something for everyone to ensure a comfortable and enjoyable stay.

  • Houses: The top choice for visitors to Cupertino, offering spacious comfort for families, friends, or couples looking for a home-like experience.
  • Apartments: A popular option for travelers seeking convenience and easy access to local attractions while enjoying a cozy atmosphere.
  • Cottages: These quaint accommodations provide a charming and intimate setting, perfect for a relaxing getaway.
  • Condos: A great choice for those wanting modern amenities and a vibrant community feel during their stay.
  • Villas: Luxurious and spacious, villas offer an upscale retreat for travelers seeking elegance and comfort.**

Top attractions in and around Cupertino

Cupertino, California, offers a delightful blend of family-friendly activities, outdoor adventures, and business-themed attractions. Visitors can explore various points of interest, including business headquarters, urban parks, and medical centers, making it an ideal destination for those seeking cultural experiences or family outings. Whether you're on a vacation with loved ones or a business trip, Cupertino has something for everyone to enjoy.

  • Apple Campus: Explore the iconic headquarters of Apple, where innovation thrives amid stunning architecture and beautifully landscaped grounds. While public access is limited, the surrounding area is lively with a strong business atmosphere.
  • Winchester Mystery House: Discover the intriguing history of this sprawling mansion, known for its architectural oddities and ghostly tales. Guided tours reveal the mystery behind its construction and the legacy of Sarah Winchester.
  • California's Great America: Experience thrilling rides, entertaining shows, and family-friendly attractions in this vibrant amusement park. With diverse dining options and outdoor fun, it’s perfect for a day of adventure.

Things to do recommended for couples

For a romantic getaway in Cupertino, consider visiting Algonquin Dog Park, a luxurious private club just 15 miles away. Enjoy a serene stroll amidst beautiful scenery, perfect for couples seeking a peaceful and intimate experience away from the hustle and bustle.

Things to do recommended for families

Families visiting Cupertino can explore the interactive exhibits at the Children's Discovery Museum, enjoy the beautiful parks like Cupertino Memorial Park, and have fun at the nearby Apple Park Visitor Center, which offers a unique insight into Apple's history and innovation.

Things to do recommended for groups

Groups visiting Cupertino can enjoy a guided tour of the Apple Park Visitor Center, experience the beauty of the Cupertino Memorial Park, and savor local flavors at the vibrant Cupertino Village. Don't miss the chance to engage in team-building activities at nearby escape rooms.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Cupertino

When you're planning a trip—whether it's with friends, family, your pets, or for an extended stay—be sure to prioritize your preferences when filtering options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Cupertino with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Cupertino with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with providing age-appropriate amenities like a private swimming pool. Additionally, it’s wise to think about how close you’ll be to family-friendly attractions.
  • Taking your pets with you to Cupertino: For many families, a vacation isn't truly fulfilling without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties offer amenities like food bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Cupertino: If you're searching for vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a great kitchen, or a private pool in your search as well.

Where to stay near Cupertino

Cupertino, California, offers a delightful blend of family-friendly activities and vibrant business atmospheres. Visitors can explore charming neighborhoods like Crescent Village Circle, enjoy suburban living, and experience the welcoming vibe of the city. With its convenient location, Cupertino serves as an ideal base for discovering nearby urban attractions and outdoor adventures, ensuring a memorable vacation for families and business travelers alike.

  • San Jose: Located 8 miles from Cupertino, San Jose is the largest city in Silicon Valley and offers a vibrant mix of family-friendly attractions and business opportunities. Visitors can enjoy a range of activities, from shopping at the bustling Santana Row to catching a game at the SAP Center, home of the NHL’s Sharks. The city also hosts numerous events at the San Jose Convention Center, making it a hub for conferences and gatherings. For sports enthusiasts, the Levi's Stadium is a must-visit, offering a chance to catch NFL games and other events.
  • Santa Clara: Just 5 miles from Cupertino, Santa Clara is known for its family-oriented attractions and sports culture. The city is home to the thrilling California's Great America amusement park, perfect for a day of fun. Visitors can also explore the educational opportunities at the Intel Museum or shop at the Westfield Valley Fair mall. For sports fans, Levi's Stadium is a significant landmark, not only hosting football games but also concerts and special events, making Santa Clara a dynamic destination for all ages.
  • Sunnyvale: A mere 3 miles away from Cupertino, Sunnyvale is an excellent spot for families and outdoor enthusiasts. The city boasts a variety of parks and recreational areas, ideal for picnics and outdoor activities. Visitors can enjoy the lively atmosphere at the Sunnyvale Town Center, which features shopping and dining options. Educational institutions, including historic colleges, add to the city's charm. With its proximity to lush valleys and numerous family-oriented attractions, Sunnyvale presents a perfect blend of relaxation and entertainment.

Best time to go to Cupertino

If you're planning a trip to Cupertino, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January51.1°F (10.6°C)Light RainMostly SunnyAverageSlightly Low
February51.8°F (11.0°C)Light RainMostly SunnyAverageSlightly Low
March53.2°F (11.8°C)Light RainMostly SunnyAverageSlightly Low
April56.3°F (13.5°C)No Rain (Dry)SunnySlightly HighAverage
May59.7°F (15.4°C)No Rain (Dry)SunnyAverageAverage
June65.3°F (18.5°C)No Rain (Dry)SunnyAverageSlightly High
July68.4°F (20.2°C)No Rain (Dry)SunnySlightly HighSlightly High
August68.9°F (20.5°C)No Rain (Dry)SunnyAverageSlightly High
September68.5°F (20.3°C)No Rain (Dry)SunnySlightly HighAverage
October64.2°F (17.9°C)No Rain (Dry)SunnySlightly LowAverage
November56.3°F (13.5°C)Light RainSunnySlightly LowAverage
December50.7°F (10.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to take advantage of significant discounts. To discover a Vrbo property that meets your budget, utilize our filters to sort by price, location, and rental type.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers an easy way to plan your trips, allowing you to start new ones, continue from where you paused, or manage your existing plans. You'll find your saved or reserved properties organized into categories: Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Head to the lively city of Cupertino

Enjoy the area's live music, theater scene and monuments and make a vacation rental your home during your stay in Cupertino. This welcoming city is known for its restaurants, shopping and biking. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Sightseeing in and around Cupertino

Are you hoping to find attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Cupertino a fun spot to vacation. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Blackberry Farm Golf Course (1.6 mi / 2.6 km)
  • Mountain Winery (4.7 mi / 7.6 km)
  • California's Great America (6 mi / 9.7 km)
  • NASA Ames Research (6.2 mi / 10 km)
  • Twin Creeks Sports Complex (6.5 mi / 10.5 km)
  • Happy Hollow Park and Zoo (9.3 mi / 15 km)

Exploring the natural features in Cupertino

Whether you're looking for adventure or just want to appreciate the scenery, Cupertino is a great place to spend some time outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Central Park (3.4 mi / 5.5 km)
  • Silicon Valley (4 mi / 6.4 km)
  • Hakone Gardens (4.9 mi / 7.9 km)
  • San Jose Municipal Rose Garden (5.7 mi / 9.2 km)
  • San Andreas Fault Trail (6.5 mi / 10.4 km)
  • Plaza de Cesar Chavez (7.9 mi / 12.7 km)

Transportation to and around Cupertino

The nearest airport is in Norman Y. Mineta San Jose Intl. Airport (SJC), located 6.5 mi (10.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into San Carlos, CA (SQL), which is 17.9 mi (28.8 km) away.

Frequently asked questions

What is the best area to stay in Cupertino, California, United States of America when booking a vacation rental?
When looking for the best area to stay in Cupertino, California, you might want to consider the neighborhoods surrounding the vibrant Cupertino Village and the scenic areas near Rancho San Antonio Open Space Preserve. Cupertino Village is a lively hub filled with an array of dining options, shops, and cultural experiences, making it a great spot for visitors who appreciate convenience and local flavor.

On the other hand, the vicinity of Rancho San Antonio offers a more tranquil experience, superb for nature lovers and those seeking outdoor adventures. The preserve features beautiful hiking trails and picturesque views, allowing for a refreshing escape into nature right at your doorstep.

In terms of vacation rentals, there are numerous options throughout Cupertino, suiting various preferences and budgets, ensuring you can find a comfortable place to stay that suits your needs.
How much does it cost to rent a vacation home in Cupertino?
Prices for vacation rentals in Cupertino vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cupertino to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cupertino vacation house rentals?
You can find great discounts on house rentals in Cupertino on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Cupertino?
In Cupertino, apartments are the most popular type of vacation rental, with about 27 available throughout the city. These apartments are typically located in convenient neighborhoods, providing easy access to local parks, shopping centers, and tech company headquarters. Most units come equipped with modern amenities such as fully stocked kitchens, comfortable living areas, and often in-unit laundry facilities, making them ideal for both short and extended stays.

For those seeking extra space, there are around 10 vacation houses available, offering multiple bedrooms and private outdoor areas for relaxation. Additionally, several cottages can be found, providing a charming and cozy atmosphere, often located in quieter areas.
Are there any family house rentals in Cupertino?
In Cupertino, there are several family-friendly house rentals available, making it an ideal spot for visitors traveling with children. The homes in this area often feature spacious layouts with multiple bedrooms, allowing families to spread out comfortably. Many properties come equipped with full kitchens, enabling guests to prepare meals together, and some even offer outdoor spaces for kids to play.

Located near points of interest such as the Cupertino Memorial Park and the Apple Park Visitor Center, these rentals provide easy access to recreational activities and local attractions. Travelers can enjoy amenities like Wi-Fi for staying connected, air conditioning for comfort during warm days, and cozy living areas for family gatherings.
Can I rent a vacation home with a pool or hot tub in Cupertino?
In Cupertino, there are several vacation homes available for rent that feature pools and hot tubs, with around 28 options to choose from. The city, located in the heart of Silicon Valley, offers a mix of residential neighborhoods that are ideal for travelers seeking relaxation and comfort. Many of these rentals come equipped with private pools, hot tubs, and spacious outdoor areas, great for soaking up the California sun or enjoying family gatherings. Inside, guests can expect amenities like fully equipped kitchens, cozy living spaces, and Wi-Fi, ensuring a comfortable stay. Additionally, the proximity to local attractions, parks, and dining options adds to the appeal of renting a vacation home in Cupertino.
Can I find long-stay vacation rentals in Cupertino?
A long-stay vacation rental in Cupertino is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Cupertino?
In Cupertino, travelers can find a variety of pet-friendly house rentals, with around 27 options available to choose from. The neighborhood offers a suburban atmosphere, making it a welcoming place for both visitors and their pets. Many of these rentals come equipped with amenities such as spacious backyards, modern kitchens, and comfortable living areas, providing a home-like environment for families and groups.

Cupertino is also conveniently located near several parks that are great for pet owners. For instance, the expansive Memorial Park features walking trails and open spaces where pets can enjoy some exercise and fresh air. Additionally, the nearby Rancho San Antonio Open Space Preserve offers scenic hiking trails, allowing for great outdoor adventures with furry companions.
Are there any remote work vacation rentals in Cupertino?
In Cupertino, California, there are several remote work-friendly vacation rentals available. Travelers can expect properties equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces with desks and comfortable chairs, and often additional features like computer monitors for a more efficient work environment. Many rentals also provide free Wi-Fi, ensuring connectivity for work and leisure. The area is known for its proximity to tech hubs and scenic parks, offering a great blend of work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cupertino vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Cupertino with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Cupertino?
In Cupertino, popular vacation rental amenities include kitchens, allowing guests to prepare their own meals conveniently. Many rentals also feature coffee and tea makers for a quick caffeine fix, as well as onsite parking for easy access. Guests can enjoy outdoor spaces with porches or lanais, and balconies are common, providing a pleasant area to relax and take in the surrounding views.
When is the best time to visit Cupertino for a vacation rental?
The best time to visit Cupertino for a vacation rental is during the peak season from July to September. This summer period is especially popular among travelers who enjoy warm weather and vibrant outdoor activities. With temperatures typically ranging from the mid-60s to low 80s Fahrenheit, it's an ideal time for exploring the area's beautiful parks, engaging in local festivals, or simply enjoying the scenic views of the Santa Cruz Mountains.

July stands out as the most popular month, attracting visitors eager to take advantage of the lively option. During this time, you can participate in various community events and enjoy outdoor dining at local restaurants, making it an excellent choice for those who appreciate a bustling ambiance.

If you're looking for a more budget-friendly option, consider planning your visit in October. This month offers a wonderful opportunity to experience Cupertino's mild fall weather, with temperatures often in the comfortable 50s to low 70s Fahrenheit. You can enjoy a quieter atmosphere while still exploring the area's attractions, such as the stunning Cupertino Memorial Park and the nearby Rancho San Antonio County Park.
How early should I book a Cupertino vacation rental?
Book your Cupertino vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cupertino, California, United States of America?
In Cupertino, visitors can enjoy a range of attractions that showcase both technology and nature. The Apple Park Visitor Center offers an insight into Apple's innovative campus, featuring an exhibition space, a café, and a rooftop terrace with views of the iconic Apple Park. Nearby, the Cupertino Memorial Park provides a lovely outdoor space with walking trails, picnic areas, and a community garden, making it a great spot for relaxation and outdoor activities.

For families, the Cupertino Library is not only a resource for books but also hosts various community events and activities. The area is also close to Rancho San Antonio County Park, which features hiking trails and scenic views, great for those who enjoy the outdoors.
Can I change or cancel my Cupertino home rental booking on Vrbo?
To find Cupertino vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cupertino vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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